CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Rocheport, MO

125 results
Rocheport, MO
2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,182 miles

$42,776

Fair Deal
Blue Springs, MO
94 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
14,182
Stock number:
P8209
VIN:
3GCPKCEK1SG311858

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,777 miles

$28,899

Fair Deal
Blue Springs, MO
94 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
102,777
Stock number:
C23423A
VIN:
3GCPYCEF6MG102460

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

96,475 miles

$30,990

Fair Deal
Troy, MO
83 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth
Transmission:
Automatic
Mileage:
96,475
Stock number:
T21243A
VIN:
3GCPDCED3NG587913

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

16,140 miles

$39,995

Great Deal
O Fallon, MO
99 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black Cloth
Transmission:
Automatic
Mileage:
16,140
Stock number:
F261369A
VIN:
3GCUDCED9RG447972

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,777 miles

$28,899

Fair Deal
Blue Springs, MO
94 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
102,777
Stock number:
C23423A
VIN:
3GCPYCEF6MG102460

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,182 miles

$42,776

Fair Deal
Blue Springs, MO
94 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
14,182
Stock number:
P8209
VIN:
3GCPKCEK1SG311858

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Missouri
  6. / Rocheport

  • Chevrolet Silverado 1500 LT in Rocheport MO

  • Chevrolet Silverado 1500 RST in Rocheport MO

  • Chevrolet Silverado 1500 LTZ in Rocheport MO

  • Chevrolet Silverado 1500 LT Trail Boss in Rocheport MO

  • Chevrolet Silverado 1500 LT1 in Rocheport MO

  • Chevrolet Silverado 1500 High Country in Rocheport MO

  • Chevrolet Silverado 1500 Custom in Rocheport MO

  • Chevrolet Silverado 1500 Custom Trail Boss in Rocheport MO

  • Chevrolet Silverado 1500 Work Truck in Rocheport MO

  • Chevrolet Silverado 1500 in Columbia MO

  • Chevrolet Silverado 1500 in Jefferson City MO

  • Chevrolet Silverado 1500 in Rolla MO

  • Chevrolet Silverado 1500 in Quincy IL

  • Chevrolet Silverado 1500 in Kansas City MO

  • Chevrolet Silverado 1500 in Springfield MO

  • Chevrolet Silverado 1500 in Saint Louis MO

  • Chevrolet Silverado 1500 in Saint Joseph MO

  • Chevrolet Silverado 1500 in Springfield IL

  • Chevrolet Silverado 1500 in Rocheport MO

  • Old Chevy Trucks for Sale in Rocheport MO

  • Classic Muscle Cars for Sale in Rocheport MO

  • Chevrolet Trucks For Sale in Rocheport MO

  • Cheap Muscle Cars for Sale in Rocheport MO

  • Work Trucks for Sale in Rocheport MO

  • Reliable Cars For Sale in Rocheport MO

  • American Made Trucks For Sale in Rocheport MO

  • Best Pickup Trucks For Sale in Rocheport MO

  • Best Cars Under $5,000 For Sale in Rocheport MO

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Rocheport MO

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Rusty Drewing Chevrolet Buick GMC

  • Ed Morse Chevrolet North

  • Ed Morse Chevrolet GMC Moberly

  • Bob McCosh Chevrolet Buick GMC Cadillac

  • Rick Ball Chevrolet GMC

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.